US4724057A - Process of pretreatment prior to paint coating - Google Patents
Process of pretreatment prior to paint coating Download PDFInfo
- Publication number
- US4724057A US4724057A US06/844,041 US84404186A US4724057A US 4724057 A US4724057 A US 4724057A US 84404186 A US84404186 A US 84404186A US 4724057 A US4724057 A US 4724057A
- Authority
- US
- United States
- Prior art keywords
- organic solvent
- product
- fluorine
- polyolefin
- ccl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 238000000034 method Methods 0.000 title claims abstract description 31
- 239000003973 paint Substances 0.000 title claims description 18
- 238000000576 coating method Methods 0.000 title claims description 9
- 239000011248 coating agent Substances 0.000 title claims description 8
- 229920000098 polyolefin Polymers 0.000 claims abstract description 33
- 239000003960 organic solvent Substances 0.000 claims abstract description 23
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 17
- 239000011737 fluorine Substances 0.000 claims abstract description 17
- 238000009832 plasma treatment Methods 0.000 claims description 14
- 239000007789 gas Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 239000001301 oxygen Substances 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 2
- 239000003570 air Substances 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 2
- 239000001307 helium Substances 0.000 claims description 2
- 229910052734 helium Inorganic materials 0.000 claims description 2
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 238000011112 process operation Methods 0.000 abstract description 4
- 239000002351 wastewater Substances 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 description 10
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 6
- -1 polyethylene Polymers 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 229920001903 high density polyethylene Polymers 0.000 description 4
- 239000004700 high-density polyethylene Substances 0.000 description 4
- 229940063583 high-density polyethylene Drugs 0.000 description 4
- 229920001684 low density polyethylene Polymers 0.000 description 4
- 239000004702 low-density polyethylene Substances 0.000 description 4
- 229940099514 low-density polyethylene Drugs 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000010422 painting Methods 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920006228 ethylene acrylate copolymer Polymers 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 229920005676 ethylene-propylene block copolymer Polymers 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 238000007788 roughening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920002725 thermoplastic elastomer Polymers 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C71/00—After-treatment of articles without altering their shape; Apparatus therefor
- B29C71/0009—After-treatment of articles without altering their shape; Apparatus therefor using liquids, e.g. solvents, swelling agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/14—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by electrical means
- B05D3/141—Plasma treatment
- B05D3/142—Pretreatment
- B05D3/144—Pretreatment of polymeric substrates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C59/00—Surface shaping of articles, e.g. embossing; Apparatus therefor
- B29C59/14—Surface shaping of articles, e.g. embossing; Apparatus therefor by plasma treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D2201/00—Polymeric substrate or laminate
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/10—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by other chemical means
- B05D3/101—Pretreatment of polymeric substrate
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2023/00—Use of polyalkenes or derivatives thereof as moulding material
Definitions
- the present invention relates to a process of pretreating an object prior to painting, and more particularly to a process of pretreating an object made of polyolefin such as polyethylene (PE) or polypropylene (PP) before it is coated with paint.
- PE polyethylene
- PP polypropylene
- Polyolefin is widely used to make various products since it is lightweight, highly resistant to chemicals, and excellent in mechanical strength.
- Examples of such polyolefin products are automobile parts such as interior and exterior decorative members, bodies, and bumpers.
- Objects made of polyolefin are highly advantageous since various complex shapes of integral structure can be produced efficiently by a suitable molding process such as injection molding.
- polyolefin articles are excellent in many respects, they have found only partial use as components that are required to be painted, such as automobile bodies and interior and exterior decorative parts, because a paint film coated directly on a polyolefin member for better appearance is poor in peel strength.
- the pretreatment process performed under the foregoing conditions has, however, failed to achieve the desired adhesion strength of the paint film.
- the surface layer of the product is rendered brittle due to the swelling thereof.
- the coating film firmly attaches to the swollen surface, the peel strength of the coating film is lowered.
- a chlorine-based organic solvent there are certain handling problems particularly in wastewater treatment and process operation control.
- Another object of the present invention is to provide a process for pretreating a polyolefin product, or object, prior to painting, the process allowing wastewater treatment and process operation to be controlled relatively easily in the step of washing the polyolefin product.
- a process for pretreating a polyolefin product prior to applying a paint coating to the product comprising the steps of washing the surface of the polyolefin product with an organic solvent containing fluorine, and thereafter performing a plasma treatment on the surface of the polyolefin product.
- the polyolefin or polyolefin mixture is mixed with an antioxidant and a thermal stabilizer, and the resultant mixture is pelletized.
- the pellets are then molded by, for example, an extrusion molding process to manufacture a molded product.
- the surface of the molded product is washed by contacting the surface with an organic solvent containing fluorine and which is in a liquid or a gaseous state.
- organic solvent containing fluorine examples include CCl 2 F--CCl 2 F, CCl 2 F--CClF 2 , and the like. These organic solvents may be used separately or as a mixture and may be diluted with a solvent such as ethanol, acetone, methylene chloride, trichloroethane. In the event that the fluorine-containing organic solvent is diluted, it should preferably comprise 50 weight % or more of the mixture.
- the molded product is washed at room temperature if the solvent is in the liquid state.
- the temperature at which the molded product is washed should be selected so as to maintain the vapor pressure of the solvent normally in the range of from 0.1 to 2 kg/cm 2 depending on the boiling point of the solvent used.
- the molded product is typically washed for a time period ranging from 10 to 300 seconds.
- the surface of the molded product is subjected to a plasma treatment.
- the atmospheric gas useful in the plasma treatment includes air, hydrogen, helium, nitrogen, oxygen, compounds containing fluorine, carbon monoxide, carbon dioxide, argon, and mixtures of these. However, a gas composed primarily of oxygen is preferred from the standpoint of treatment efficiency.
- Plasma treating conditions vary depending on the type of plasma treatment used, the configuration of the product to be treated, and other factors as will be understood by those skilled in the art.
- oxygen employed as the plasma treating gas
- the plasma treatment is normally performed under a vacuum in the range of from 0.3 to 5.0 Torr at a frequency of 2,450 ⁇ 10 MHz and for a period of time ranging from 5 to 300 seconds.
- a product molded of resin is washed with the fluorine-containing organic solvent and set in a plasma treatment chamber.
- the chamber is then filled with atmospheric gas as referred to above, and thereafter a plasma is produced in the chamber to effect plasma treatment on the surface of the molded product.
- the molded product thus obtained is then coated with a urethane paint, for example, using an ordinary paint coating method which can provide a coating of paint of a suitable thickness.
- the final painted product may be used, for example, as an automobile interior or exterior decorative component, body, bumper or the like.
- the polyolefin products employed in the inventive and comparative processes were flat plates (having a size of 80 ⁇ 160 ⁇ 2 mm) extrusion-molded from a resin compound comprising ethylene-propylene block copolymer (containing 8 weight % of ethylene), high-density polyethylene (HDPE), low-density polyethylene (LDPE), ethylene propylene rubber (EPR), and talc.
- a resin compound comprising ethylene-propylene block copolymer (containing 8 weight % of ethylene), high-density polyethylene (HDPE), low-density polyethylene (LDPE), ethylene propylene rubber (EPR), and talc.
- Plasma treatment was performed under the following conditions:
- Example 1 the product was washed with a vapor of CCl 2 F--CClF 2 (having a vapor pressure of 1.0 kg/cm 2 ) for 60 seconds.
- Example 8 and 9 the product was washed by being immersed in CCl 2 F--CClF 2 /acetone (at a weight ratio of 70/30) or CCl 2 F--CClF 2 for 60 seconds at 25° C.
- Comparative Example 1 the product was washed with a vapor of 1,1,1-trichloroethane (having a vapor pressure of 1.0 kg/cm 2 ) for 60 seconds.
- Plasma treatment apparatus used Microwave plasma treatment apparatus manufactured by Toshiba Corp. (Type TMZ-2026M)
- the peel strength was measured by making a cut in the coated films for a width of 1 cm and testing the coated films on the Instron type tensile machine at a tensile rate of 30 mm/min.
- the coated films were measured for resistance to hot water by immersing them in water of 40° C. for 240 hours and testing them in a check pattern.
- the paint films coated on the product surfaces pretreated using the process of the present invention have much better peel strength and resistance to hot water than paint films on the product surfaces pretreated using a conventional process.
- the surface of a polyolefin product is treated with a fluorine-containing, or fluorinated, organic solvent. Using this solvent, the surface of the polyolefin product is washed to remove oil therefrom without being substantially swollen or roughened. As a result, the product surface is not excessively etched by the plasma treatment, and hence the subsequently coated paint film will have greater peeling strength than possible with the conventional pretreatment process.
- the use of the fluorine-containing organic solvent is also advantageous in that wastewater and process operation can be more easily controlled than when a chlorine-based solvent such as trichloroethane is used.
Landscapes
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Plasma & Fusion (AREA)
- Treatments Of Macromolecular Shaped Articles (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Paper (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60061394A JPS61221236A (ja) | 1985-03-26 | 1985-03-26 | 塗装前処理方法 |
| JP60-61394 | 1985-03-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US4724057A true US4724057A (en) | 1988-02-09 |
Family
ID=13169895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/844,041 Expired - Fee Related US4724057A (en) | 1985-03-26 | 1986-03-25 | Process of pretreatment prior to paint coating |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4724057A (ja) |
| JP (1) | JPS61221236A (ja) |
| KR (1) | KR890003096B1 (ja) |
| BE (1) | BE904478A (ja) |
| CA (1) | CA1270463A (ja) |
| DE (1) | DE3605492A1 (ja) |
| GB (1) | GB2172819B (ja) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5059447A (en) * | 1988-08-19 | 1991-10-22 | Director-General Of Agency Of Industrial Science And Technology | Method for the acitivation of a surface of a shaped body formed of a synthetic organic polymer |
| US5077082A (en) * | 1987-09-18 | 1991-12-31 | Director-General Of Agency Of Industrial Science And Technology | Method of treating surface of shaped body formed of polypropylene resin |
| US5266362A (en) * | 1990-01-23 | 1993-11-30 | Japan (Agency Of Industrial Science And Technology) | Surface treating and coating method for molded articles |
| US5419861A (en) * | 1990-02-15 | 1995-05-30 | Elf Aquitaine Production | Method for improving the paintability of objects fashioned from polyamide and polyolefin blends |
| US6077913A (en) * | 1998-03-26 | 2000-06-20 | Beholz Technology, L.L.C. | Process for producing paintable polymeric articles |
| US6100343A (en) * | 1998-11-03 | 2000-08-08 | Beholz Technology, L.L.C. | Process for producing paintable polymeric articles |
| US20040058089A1 (en) * | 2001-10-10 | 2004-03-25 | Sport Court, Inc. | Floor tile coating method and system |
| US7901603B1 (en) | 2004-06-21 | 2011-03-08 | Lars Guenter Beholz | Process for producing adhesive polymeric articles from expanded foam materials |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2608163B1 (fr) * | 1986-12-12 | 1989-05-12 | Electricite De France | Procede pour augmenter la mouillabilite de polymeres |
| DE3822482A1 (de) * | 1988-07-02 | 1990-01-04 | Audi Ag | Verwendung einer plasma-vorbehandlung |
| JPH03101875A (ja) * | 1989-09-13 | 1991-04-26 | Kanto Auto Works Ltd | 樹脂成形体の静電塗装方法 |
| FR2658115B1 (fr) * | 1990-02-15 | 1992-05-07 | Elf Aquitaine | Procede d'amelioration de l'aptitude a la mise en peinture d'objets faconnes a partir d'alliages polyamide/polyolefine. |
| KR100739229B1 (ko) * | 2006-08-02 | 2007-07-13 | 주식회사 하이텍서비스 | 구조물 표면의 도장공사를 위한 전처리공법 |
| KR100908334B1 (ko) * | 2007-08-17 | 2009-07-17 | 동해케미칼공업주식회사 | 상압 플라즈마를 이용한 도장 전처리 시스템 및 방법 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3661735A (en) * | 1969-10-14 | 1972-05-09 | Johnson & Johnson | Shaped articles having improved surface properties and corona discharge methods and apparatus for making the same |
| US3740325A (en) * | 1969-07-23 | 1973-06-19 | Allis Chalmers | Surface fluorinated hydrogen containing material and process for making |
| US4188426A (en) * | 1977-12-12 | 1980-02-12 | Lord Corporation | Cold plasma modification of organic and inorganic surfaces |
| JPS55165925A (en) * | 1979-06-12 | 1980-12-24 | Sekisui Chem Co Ltd | Production of film or sheet having mold releasability |
| US4366208A (en) * | 1979-10-23 | 1982-12-28 | Tokyo Shibaura Denki Kabushiki Kaisha | Process for forming photoconductive organic film |
| US4396641A (en) * | 1980-09-08 | 1983-08-02 | Shin-Etsu Chemical Co., Ltd. | Method for improving surface properties of shaped articles of synthetic resins |
| US4465715A (en) * | 1980-06-30 | 1984-08-14 | Toyoda Gosei Co., Ltd. | Process for the pretreatment of a polyolefin product before coating |
| US4468412A (en) * | 1982-08-19 | 1984-08-28 | Sumitomo Chemical Company, Limited | Process for applying light- or radiation-curable resin composition to polyolefin moldings |
-
1985
- 1985-03-26 JP JP60061394A patent/JPS61221236A/ja active Granted
-
1986
- 1986-02-07 CA CA000501377A patent/CA1270463A/en not_active Expired - Fee Related
- 1986-02-20 DE DE19863605492 patent/DE3605492A1/de active Granted
- 1986-03-20 KR KR1019860002075A patent/KR890003096B1/ko not_active IP Right Cessation
- 1986-03-25 US US06/844,041 patent/US4724057A/en not_active Expired - Fee Related
- 1986-03-25 BE BE2/60946A patent/BE904478A/fr not_active IP Right Cessation
- 1986-03-26 GB GB08607470A patent/GB2172819B/en not_active Expired
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3740325A (en) * | 1969-07-23 | 1973-06-19 | Allis Chalmers | Surface fluorinated hydrogen containing material and process for making |
| US3661735A (en) * | 1969-10-14 | 1972-05-09 | Johnson & Johnson | Shaped articles having improved surface properties and corona discharge methods and apparatus for making the same |
| US4188426A (en) * | 1977-12-12 | 1980-02-12 | Lord Corporation | Cold plasma modification of organic and inorganic surfaces |
| JPS55165925A (en) * | 1979-06-12 | 1980-12-24 | Sekisui Chem Co Ltd | Production of film or sheet having mold releasability |
| US4366208A (en) * | 1979-10-23 | 1982-12-28 | Tokyo Shibaura Denki Kabushiki Kaisha | Process for forming photoconductive organic film |
| US4465715A (en) * | 1980-06-30 | 1984-08-14 | Toyoda Gosei Co., Ltd. | Process for the pretreatment of a polyolefin product before coating |
| US4396641A (en) * | 1980-09-08 | 1983-08-02 | Shin-Etsu Chemical Co., Ltd. | Method for improving surface properties of shaped articles of synthetic resins |
| US4468412A (en) * | 1982-08-19 | 1984-08-28 | Sumitomo Chemical Company, Limited | Process for applying light- or radiation-curable resin composition to polyolefin moldings |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5077082A (en) * | 1987-09-18 | 1991-12-31 | Director-General Of Agency Of Industrial Science And Technology | Method of treating surface of shaped body formed of polypropylene resin |
| US5059447A (en) * | 1988-08-19 | 1991-10-22 | Director-General Of Agency Of Industrial Science And Technology | Method for the acitivation of a surface of a shaped body formed of a synthetic organic polymer |
| US5266362A (en) * | 1990-01-23 | 1993-11-30 | Japan (Agency Of Industrial Science And Technology) | Surface treating and coating method for molded articles |
| US5419861A (en) * | 1990-02-15 | 1995-05-30 | Elf Aquitaine Production | Method for improving the paintability of objects fashioned from polyamide and polyolefin blends |
| US6077913A (en) * | 1998-03-26 | 2000-06-20 | Beholz Technology, L.L.C. | Process for producing paintable polymeric articles |
| US6100343A (en) * | 1998-11-03 | 2000-08-08 | Beholz Technology, L.L.C. | Process for producing paintable polymeric articles |
| US20040058089A1 (en) * | 2001-10-10 | 2004-03-25 | Sport Court, Inc. | Floor tile coating method and system |
| US20050214475A1 (en) * | 2001-10-10 | 2005-09-29 | Sport Court, Inc. | Floor tile coating system |
| WO2004103693A2 (en) * | 2003-05-12 | 2004-12-02 | Sport Court, Inc. | Floor tile coating method and system |
| WO2004103693A3 (en) * | 2003-05-12 | 2005-11-17 | Sport Court Inc | Floor tile coating method and system |
| US7901603B1 (en) | 2004-06-21 | 2011-03-08 | Lars Guenter Beholz | Process for producing adhesive polymeric articles from expanded foam materials |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1270463A (en) | 1990-06-19 |
| BE904478A (fr) | 1986-07-16 |
| DE3605492C2 (ja) | 1988-01-14 |
| JPH0250133B2 (ja) | 1990-11-01 |
| GB8607470D0 (en) | 1986-04-30 |
| KR890003096B1 (ko) | 1989-08-22 |
| GB2172819B (en) | 1988-06-08 |
| GB2172819A (en) | 1986-10-01 |
| JPS61221236A (ja) | 1986-10-01 |
| DE3605492A1 (de) | 1986-10-02 |
| KR860007029A (ko) | 1986-10-06 |
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